If you're getting this please read the drivers documentation here and run the server once more.

My images are 404 even though they exist in my database

This is probably happening due to the image not being found in your uploads directory (that is set in your Zipline.toml)

SyntaxError: Unexpected token '.' on Webhooks.js:41

Zipline uses optional chaining for some of its webhook implementation. This can be fixed by upgrading your node version to a version later than 14 (current lts version)